JP2927572B2 - Hair fixative - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

The present invention relates to a novel hair fixative composition and an improved method for imparting curl retention to hair, wherein a certain pre-hydrolyzed organofunctional silane is used as the film-forming component.

[0002] Fixatives are designed to impart a temporary conditioning effect or curl to the hair, and most routine fixatives are applied to the hair after the hair has been blow-dried. Although a designed hair spray, some special types of fixatives give the hair more weight and bulk, and shape, shape and form the hairstyle into a unique new look Can be applied after the hair has been dried with a towel or to dry hair to aid in After this, a hair spray is applied in the form of an aerosol or a pump spray to maintain the shape and style of the hair and to give the hair a gloss and glitter, in addition to a tidy and natural appearance. Such special types of fixatives have various names, such as shaping gels, shaping creams, shaping mousses, shaping foams, shaping sprays, shaping sprites, shaping mist, shaping glazes, shaping Fixative; shaping lotion, shaping gel,
It is commercially available as shaping glaze, shaping spray; glazing gel, glazing splits; shaping gel; shaping mousse; shaping splits; finishing splits; fixing gel; and lotion for setting.

Whether the fixative is a more routine hair spray or a special type of fixative, it typically contains a film-forming additive as a hair retainer. The film-forming additive should impart hair retention and curl retention, a bit of flaking or powder after combing, rapid curling or drying on the hair, non-stickiness, and Should be removed by shampooing. The film-forming additive is usually derived from a solvent that is an alcohol, such as ethanol, or a mixture of alcohol and water. In the case of aerosol formulations, for example hair sprays and mousses, a propellant such as isobutane, butane, propane or diethyl ether is an added part of the delivery system.

Examples of currently used film formers include shellac, polyvinylpyrrolidone-ethyl methacrylate-methacrylic acid terpolymer, vinyl acetate-crotonic acid copolymer, vinyl acetate-crotonic acid-vinyl neodeconate terpolymer, poly ( Vinylpyrrolidone-
Ethyl methacrylate-methacrylic acid) copolymer, vinyl methyl ether-maleic anhydride copolymer, octyl acrylamide-acrylate-butylaminoethyl-methacrylate copolymer and poly (vinylpyrrolidone-dimethylaminoethyl methacrylate) copolymer and derivatives thereof. These particular polymers are most suitable for alcohol-based formulations, such as hair sprays and pumps, and are sometimes used in water-based hair fixative products.

[0005] Such resins contain carboxyl groups that should be neutralized to some extent to facilitate removal by shampooing and to provide compatibility with water to increase film flexibility. However, the higher the degree of neutralization, the lower the resistance of the film to high humidity. Thus, although these resins can be made water-soluble by neutralization, water-based fixative systems are not practical due to poor retention.

[0006] Polyvinylpyrrolidone and some quaternary ammonium compounds, most preferably Polyquaternium-11
(Cosmetic, Toiletry and Fragrance Association
Is a film-forming additive used in completely water-based fixative systems, such as gels and mousses. However, these water-soluble resins form films that are not resistant to high humidity. In fact, these polymers tend to be hygroscopic to such an extent that exposure to high humidity actually softens and plasticizes the film through water absorption. Thus, (i) is completely water-soluble without neutralization and provides high moisture resistance when applied from an aqueous solution, (ii) is compatible with hydrocarbon propellants, and (iii) There is a need for a fixative resin that can be used in all possible solvent systems for this application.

[0007] In accordance with the present invention, there is provided a novel hair fixative formulation comprising an organosilicon film forming material. In particular, the organosilicon film forming material is an organofunctional silane hydrolyzate. The use of organosilicon compounds in hair fixative compositions is not new in the art. Also, the use of silane type materials for hair fixatives is not new in the art. For example, organosilanes are disclosed in U.S. Pat. No. 2,782,790, issued Feb. 26, 1957;
U.S. Patent No. 4,344,763, published on the 7th
No. and Publication No. 0159 628A2 as 19
It is disclosed in European Patent Application No. 85104416.4 published October 30, 1985. While these references disclose various hair treatments, hair setting and hair waving methods using silanes, none of the prior art has specialty silsesquioxane features as disclosed herein. Does not teach the use of suitable prehydrolyzed organofunctional silanes.

[0008] Compared to organic film forming additives, the compositions of the present invention provide high moisture resistance to water as well as ethanol-water solubility without neutralization. The polar functionality and dispersibility of the organosilicon material allows for the formation of a solution, emulsion, microemulsion or suspension in water. Silane hydrolysates may also be delivered as aerosol solvents or to volatile silicones, mineral oils or other non-volatile hydrocarbons. This range of solubility is made possible by the chain flexibility of the molecule and by introducing varying levels of organic functionality. Other benefits include non-irritating, excellent shampoo removal, good glitter, low build-up, lack of tack and reduced flaking.

The present invention is directed to a method of treating hair for imparting curl retention to hair, wherein at least one film forming component is applied to the hair. An improvement is the use of an organosilicon compound as a film-forming component. Preferred organosilicon compounds are pre-hydrolyzed organofunctional silanes having silsesquioxane characteristics.

The present invention also provides for the curl retention of hair, wherein the film is formed on the hair and the film is an organosilicon compound which is a pre-hydrolyzed organofunctional silane having silsesquioxane characteristics. It is also directed to a method of treating hair for hair.

[0011] The present invention is further directed to a hair fixative composition for imparting curl retention to hair, comprising an organosilicon compound which is a pre-hydrolyzed organofunctional silane having silsesquioxane characteristics.

[0012] These and other features, objects and advantages of the present invention will become more apparent when considered in light of the following detailed description.

As mentioned above, the present invention relates to a hair fixative utilizing a pre-hydrolyzed organofunctional silane having silsesquioxane characteristics as a film-forming component.
Such silanes exhibit improved curl retention as compared to conventional organic systems, and are ethanol soluble, water compatible, non-irritating, have excellent aesthetics on hair, good wet and dry combing, excellent It has been found to provide the benefits of improved shampoo removal, good glitter, improved retention, low build-up, non-stickiness and reduced flaking. The hydrolyzed silanes of the present invention also provide the additional advantage that a plasticizer is not required (although the plasticizer may optionally be included in the fixative composition). Typical organic fixative systems include a polymer composed of portions of ethyl ether polycarboxylic acid resin formed from vinyl methyl ester and maleic anhydride, those known under the trademark GANTREZ ^R resin. One of the more common GANTREZ ^R resins
One is GANTREZ ^R ES 225, a product of GAF Corporation, Wayne New Jersey. GANTREZ ^R is also a trademark of GAF Corporation. This resin is
E RAIN ^R and film forming components in such products as FINAL NET ^R. Such resins are typically used as ethanol-based pump sprays.

[0014] Some commercially available hair fixative formulations are water-based and include strong conditioners, molding gels and mousses. Although not primarily a hair fixative, the strong conditioner can include a water-soluble resin to provide some set retention. The most typical organic film forming component in the organic systems such water base is known as trademarks GAFQUAT ^R resin. Such resins are also available from GAF Corporation,
It is also a product of Wayne New Jersey and GAFQUA
T ^R is a trademark of the company. Typical commercial resins are
GAFQUAT ^R 734 and GAFQUAT ^R 755, known as Polyquaternium-11, the names adopted by the Cosmetic, Toiletry and Fragrance Association. Although organosilicon compounds are not known to be water-soluble, the hydrolyzed silanes of the present invention are soluble or compatible with water-based systems and are therefore currently used in the art. instead of the organic GAFQUAT ^R species of the resin have utility for such systems.

The prehydrolyzed organofunctional silanes of the invention having silsesquioxane character are also used in aqueous alcohol based hair fixative systems. For example, aqueous ethanol is used in some commercial spray-on pumps and aerosol-type products and mousses. The function of alcohol in such systems is to promote faster drying of the formulation as compared to water-based type systems. Further, the silanes of the present invention, whether designed for aerosol delivery or delivery by pump spray equipment, can be used in anhydrous alcohol systems.

In the hair treatment method of the present invention, the film-forming component has the following formula: ( _ZYXR -SiO _3/2 ) n wherein X is amino, ammonium, quaternary amino, carbonyl Y is a group selected from the group consisting of an oxygen atom, an alkylene, an arylene, an alkylarylene, an alkyleneoxy, an aryleneoxy, an alkylaryleneoxy, a carbonyl and a phosphoryl. A selected group or a covalent bond; Z is a hydrogen atom or an alkyl, alkenyl, aryl, amino, amide, ammonium, hydroxy, carboxy, vinyl, vinylbenzene, epoxy, vinylbenzylamino, alkylacrylo, polyalkyleneoxy , Metal hydroxyl, alkyl arbonyl, ant R is a group selected from the group consisting of alkylene, arylene, alkylarylene, and alkenylene; or an oxygenated, aminated, amidated group. Or their thiolated substituents; and n is 1 to 10,000.
Which is an integer of 0] in the molecule.

These organosilicon compounds are pre-hydrolyzed organofunctional silanes having silsesquioxane characteristics, and the organosilicon compounds are applied to hair as a mixture containing a solvent. The organosilicon compound is present in the mixture at a level of about 0.1 to about 50% by weight based on the weight of the mixture. Preferably,
The organosilicon compound is present in the mixture at a level of about 3 to about 30% by weight based on the weight of the mixture. The solvent can be water, a hydrocarbon, an alcohol or a blend of an alcohol and water. If the solvent is a hydrocarbon, it is preferred to use materials such as dimethyl ether, liquefied petroleum gas, propane and isobutane. Ultimately, the solvent is an alcohol, such as methanol, ethanol and isopropanol.

For the compounds of the above formula, the alkyl, alkenyl and alkylene groups are preferably
Contains 20 carbon atoms. It should also be noted that if the composition carries a positive charge, the anion may be a weak acid carboxylate, sulfate, nitrate, benzoate, halide or other anion. If the compound is an amino function, it can be protonated by a protic acid or neutralized without protonation by a Lewis acid. The compound may be of a linear, cyclic or ladder-like structure. Such compounds also include X,
It can be dimerized, trimerized, or partially dimerized or trimerized through Y and Z groups. These compounds can be used with fillers if desired. The organosilicon compounds of the present invention can further be soluble materials;
Aggregates of less than 1 micron can be formed, such as vesicles or microemulsions; or may be liquid crystal structures, depending on the solvent system used. Such compounds may be homopolymers, copolymers, terpolymers or blends comprising other silicone or organic compositions.

One preferred compound of the present invention is a prehydrolyzed organofunctional silane having silsesquioxane character and having the following formula: [NH ₂ —CH ₂ —CH ₂
Comprising at least one component represented by _{2 -NH-CH 2 -CH 2 -CH} 2 -SiO 3/2 ] n in the molecule. The integer n is between 1 and about 20. The prehydrolyzed silane is applied to the hair as a mixture comprising a solvent and, optionally, at least one additional component such as a propellant, a conditioner, a surfactant, a plasticizer, a thickener, a preservative, and a fragrance. Can be applied.

The silane of the present invention was dissolved in ethanol and tested for curl retention. These formulations are available from National Starch Chemical, Bridgewa.
ter, RESYN ^R 28- manufactured by New Jersey
A comparison was made with a commercial aerosol product containing about 4-5% by weight of the 2930 film-forming resin component. The hydrolyzed silanes of the present invention, at levels in the range of about 1 to 5% by weight of the silane, provided retention beyond the curl retention obtained with commercial products. In experiments involving multiple curly hairs, the silanes of the present invention provided more consistent results than their corresponding commercial products. Similar results have been achieved in tests comparing the hydrolyzed silane film former of the present invention with another commercial product, FINAL NET ^R.
The results of these tests and their steps are shown below. The following examples illustrate the invention by way of illustration and do not limit the invention.

[0021]

EXAMPLE 1 A three-necked round-bottomed flask equipped with a stirrer and a thermometer was charged with the formula
H ₂ CH ₂ CH ₂ NHCH ₂ CH ₂ CH ₂ Si (OCH ₃ ) ₃
Ethylenediamino-propyltrimethoxysilane 6
6.2 g were charged. To the flask was added 30 g of a 50-50 blend of n-octanol and n-decanol. The silane and alcohol blend were mixed well. To this mixture, 3.8 g of deionized water was slowly added and the contents of the flask were allowed to mix for about 1 hour. While the flask is stripped of methanol,
Heated to 160 ° C. After cooling the flask, the product was collected and has a silsesquioxane characteristic and wherein _{[NH 2 -CH 2 -CH 2 -NH-} CH 2 -CH 2 C
It was identified that H ₂ -SiO _3/2] is an organic functional silane which is pre-hydrolyzed with at least one component in the molecule is represented by n.

EXAMPLE 2 The hydrolyzed silane of Example 1 is mixed with ethanol to provide various fixative formulations containing 1, 2, 3, and 5% by weight silane. This was blended into the hair fixative composition. These silane hair fixative formulations were evaluated for curl retention,
Then, it was compared with a commercially available hair fixative product according to the method shown below. The results of such evaluations and comparisons are shown in the attached table.

Example 3 A hair fixative formulation was evaluated by using 6 inch curls of about 2 g of untreated human hair. Individual curly hairs were made by gluing the top of the hair to a plastic tab about 2 inches x 2 inches (5 cm x 5 cm). After drying on the tub, the hair was trimmed to approximately 6 inches. The individual curly hair was then cleaned with an anionic / amphoteric shampoo of the following formulation. Distilled water 61.45% methylchloroisothiazolinone and methylisothiazolinone 0.05% ammonium lauryl sulfate 35.00% laurinamide DEA 3.00% sulfuric acid appropriate amount ammonium chloride 0.50% For 15 minutes under tap water and 0.5 cc of the shampoo was applied. After 30 seconds of shampooing, they were rinsed for 30 seconds. Next, set the curly hair on a plastic roller about 1/2 inch in diameter,
And let dry overnight. The hair fixative formulation was added to 0.5
g was applied to the hair by dropping or spraying 0.3 g. If the drop application was used, the hair was plowed three times and reset on rollers. When the resin solution was pumped out, the hair was not reset. The solution is one for ethanol-based formulations.
Cured on the hair for ~ 2 hours and overnight for water-based formulations. The dried curly hair was hung in a constant humidity chamber at 90% relative humidity and an initial reading and additional readings at scheduled intervals were taken.
If the curly hair was reset, the rollers were removed prior to exposure.

The curl retention was calculated as stretched length-stretched length divided by initial length-length at end of scheduled interval. Tables 1 and 2 show curl retention after 24 hours of exposure and show the outstanding performance of the silane hydrolyzate at lower loading levels compared to the organic controls.

[0025]

[Table 1]

[0026]

[Table 2]

Example 4 A three-necked round-bottomed flask equipped with a stirrer, thermometer and nitrogen inlet was charged with 60 g of ethylenediaminopropyltrimethoxysilane. To the flask were added, with stirring, 425 g of 200 proof ethanol and 15 g of deionized water. The mixture was refluxed under nitrogen for more than one hour. After cooling, the solution was poured into an evaporator and the solvent was evaporated at room temperature. The solid was then redissolved in 150 g of 200 proof ethanol in a flask under nitrogen while heating.

EXAMPLE 5 3,5 and 10% by weight of the hydrolyzed silane of Example 4
To provide various fixative formulations containing silanes of
The hydrolyzed silane and ethanol were mixed into a hair fixative composition by mixing.

Example 6 The hair fixative formulation of Example 5 was evaluated according to the method described in Example 3. The organic resin GANTREZ ES222 was used as a control. The results of these evaluations are shown below.

[0030]

[Table 3]

Example 7 Part A: In a 4 ounce bottle, 40 g of 200 proof ethanol and 4 g of methyltrimethoxysilane of the formula CH ₃ Si (OCH ₃ ) ₃ were added. Part B: In another 4 ounce bottle, 1.5 g of deionized water and 0.6 g of ethylenediaminopropyltrimethoxysilane were added. After both were mixed, Part A was added to Part B.

Example 8 Part A: In a 4 ounce bottle, 40 g of 200 proof ethanol and the formula CH ₃ CH ₂ CH ₂ Si (OCH ₃ ) ₃
Of propyltrimethoxysilane was added. Part B: Deionized water in another 4 oz bottle
1.5 g and 0.6 g ethylenediaminopropyltrimethoxysilane were added. After both were mixed, Part A was added to Part B.

Example 9 The materials prepared in Examples 7 and 8 were evaluated without further dilution or modification as hair fixatives. The method used is that in Example 3, and the results are shown below.

[0034]

[Table 4]

Example 10 In a 4 ounce glass bottle, 36 g of deionized water was added. While stirring, 4.0 g of ethylenediaminopropyltrimethoxysilane was slowly added. Stirring was continued to ensure thorough mixing. At least 16 hours had passed before the evaluation to ensure complete hydrolysis.

[0036] Example 11 formula Cl ^- (MeO) using _{3 SiCH 2 CH 2 CH 2 (} CH 3) 2 N + C 18 represented by silane 3- (trimethoxysilyl) in H ₃₇ propyldimethyloctadecyl ammonium chloride, example Repeatedly 10.

[0037] Example 12 formula ^{_{(HO -) 3 SiCH 2 CH}} 2 CH 2 OP = (CH 3) O - using sodium 3-trihydroxysilyl propyl methyl phosphonate represented by Na ^+, was repeated Example 10.

Example 13 The materials prepared in Examples 10, 11 and 12 were evaluated without further dilution or modification as hair fixatives. The method used is that in Example 3, and the result is
PVP K-30 (polyvinylpyrrolidone) and GAFQUAT ^R 7
It is shown in Table 5 which includes a comparison with 55N.

[0039]

[Table 5]

PVP K-30 is a polyvinylpyrrolidone polymer having an average molecular weight of 40,000. GARQUA
T ^R 755N has a CTFA designation of average molecular weight and Polyquaternium-23 1,000,000, quaternized copolymers of vinyl pyrrolidone and dimethylaminoethyl methacrylate.

Preferred compounds according to the invention are those formed from the following silanes as starting materials:

Embedded image

The compositions of the present invention can include an emulsifier selected from the group consisting of anionic, amphoteric, nonionic, cationic and zwitterionic surfactants. Suitable anionic surfactants include sulfonated and sulfated alkyl, aralkyl and alkaryl anionic surfactants; alkyl succinates: alkyl sulfosuccinates and N-alkyl sarcosinates .

Surfactants commonly classified as amphoteric or ampholytic surfactants include, among others, cocoamphocarboxyglycinate, cocoamphocarboxypropionate, cocobetaine, N-cocoamidopropyldimethyl. Glycine and N-lauryl-N-carboxymethyl-N- (2-hydroxyethyl) ethylenediamine. Other suitable amphoteric surfactants include the quaternary cycloimidates, betaines and sultaines disclosed in U.S. Pat. No. 3,964,500.

The compositions of the present invention can include a non-ionic surfactant. Nonionic surfactant of the present invention,
It is selected from the group consisting of fatty acid alkanolamides and amine oxide surfactants.

[0045] Suitable cationic surfactants of the present invention include:
Includes quaternary ammonium salts of primary, secondary and tertiary fatty amines. Zwitterionic surfactants that can be used are quaternary ammonium, phosphonium and sulfonium compounds containing aliphatic substituents, one of which is a carboxy, phosphate, phosphonate, sulfate or sulfonate function.

Other adjuvants, such as plasticizers, thickeners, perfumes, colorants, electrolytes, pH adjusting ingredients, antibacterials, antioxidants, UV absorbers and medicaments can be added to the compositions of the present invention. When the fixative is present in the form of a gel or lotion, it is sometimes preferred to employ a thickening agent in the composition to facilitate manual application of the composition to the hair. Thickeners are preferably used in amounts sufficient to provide convenient viscosity. For example, 400-6000cp
Viscosities in the range s are preferred for lotions. Higher viscosities are preferred for gels, and lower viscosities are preferred for sprays.

Suitable thickeners are, among others, sodium alginate, gum arabic, polyoxyethylene, guar gum, hydroxypropyl guar gum, cellulose derivatives such as methylcellulose, methylhydroxypropylcellulose, hydroxypropylcellulose, polypropylhydroxyethylcellulose , Starch and starch derivatives such as hydroxyethylamylose and starch amylose, locust bean gum, electrolytes such as Nacl, saccharides such as fructose and derivatives of glucose and saccharides such as PEG-12
0 methyl glucose dioleate. Preferred thickeners include cellulose derivatives and saccharide derivatives. Glucose derivatives, ie PEG-120 methyl glucose dioleate, are particularly preferred in the present invention. Electrolytes, such as sodium chloride and ammonium chloride, impart thickening, especially in aqueous systems, and can also be used according to the present invention.

Representative plasticizers that can be used include polypropylene glycol, glycerin and polysiloxane. Siloxane polymers such as polydimethylsiloxanes, cyclic polydimethylsiloxanes, phenylpolydimethylsiloxanes and polydimethylsiloxanes having methylene oxide and / or propylene side chains are particularly preferred.

The fragrance which can be used in the composition of the present invention is a cosmetic fragrance. Colorants are used to impart color to the composition, and may be commonly used. Although not required, the compositions of the present invention may be combined with 5 to 9 or more preferably 6 to 8
It is preferred to use an acid or base to adjust the pH to within. Any water-soluble acid, such as a carboxylic or mineral acid, is suitable. For example, suitable acids include mineral acids such as hydrochloric acid, sulfuric acid, phosphoric acid, monocarboxylic acids such as acetic acid, butyric acid or propionic acid; and polycarboxylic acids such as succinic acid, adipic acid and citric acid. If a base is required, an organic amine such as 2-amino-2-methyl-1-propanol is suitable.

If conditioners are desired for a particular purpose, they may be added. For example, any of the well-known organic cationic hair conditioning ingredients may be added. Some cationic conditioning components that can be used in the present invention to provide hair grooming include quaternary nitrogen derivatives of cellulose ethers, homopolymers of dimethyldiallyl-ammonium chloride, copolymers of acrylamide and dimethyldiallylammonium chloride, esters Or a homopolymer or copolymer derived from acrylic acid or methacrylic acid containing a cationic nitrogen function bonded to the polymer through an amide bond, N, N'-bis- (2,3-epoxypropyl) piperazine or piperazine-bis-acrylamide Polycondensation products of pyridine and piperazine, poly (dimethylbutenyl ammonium chloride) -α, ω-bis- (triethanol-ammonium) chloride and acrylic acid esters having quaternary nitrogen functional groups and vinylpyrrolate And copolymers of lidone. The cationic organic polymers and others are more fully described in U.S. Pat. No. 4,240,450. Other categories of organic conditioners may also be used, such as proteins, monomeric organic quaternary compounds and betaines. Silicone conditioning agents such as cyclomethicone, dimethicone, phenyldimethicone, dimethicone copolyol, amodimethicone and trimethylsilyl amodimethicone can also be used.

Preservatives are required, and typical preservatives that can be used include formaldehyde, dimethyloldimethylhydantoin, 5-bromo-5-nitro-1,3.
About 0.1-0.2% by weight of compounds such as dioxane, methyl and propyl para-hydroxybenzoate and mixtures of such benzoates with sodium dehydroacetate, sorbic acid and imidazolidinyl ureas
Is included.

The compositions of the invention required for permanent wave systems or their application as a hair dye can also be formulated to include dyes, colorants, reducing agents, neutralizing agents and preservatives. The active formulation can be applied in several different forms, such as lotions, gels, mousses, aerosols and pump sprays, and as conditioners and shampoos. The active ingredients include carriers, and suitable carrier liquids for hair care formulations are water and liquids, such as alcohols, ie, ethanol or isopropanol, hydrocarbons and halogenated hydrocarbons, such as mineral spirits and trichloroethane, Critical liquids such as supercritical carbon dioxide and nitrogen, cyclic siloxanes and aerosol propellants. If it is desired to introduce the activator in either the form of an emulsion or microemulsion, such an emulsion is disclosed in U.S. Pat. No. 4,501,619, issued Feb. 26, 1985 (Emulsion Or US Pat. No. 4,620,878 (related to microemulsions) published Nov. 4, 1986.

When the composition is intended for aerosol application, a propellant such as carbon dioxide, nitrogen, nitrous oxide, a volatile hydrocarbon such as butane, isobutane or propane and a chlorinated or fluorinated hydrocarbon,
For example, dichlorodifluoromethane and dichlorotetrafluoroethane or dimethyl ether may be included. If the solvent system does not include alcohol, mechanical and chemical desiccants can also be used in spray and aerosol formulations.

[0054] Many other variations and modifications can be made to the compounds, compositions and methods described herein, which may not substantially limit the features and concepts of the present invention. It will be clear from the foregoing. It is, therefore, to be expressly understood that the form of the invention described herein is illustrative and not limiting of the scope of the invention.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-63-5314 (JP, A) JP-A-1-268615 (JP, A) JP-A-2-172906 (JP, A) JP-A-1- 165509 (JP, A) (58) Field surveyed (Int. Cl. ⁶ , DB name) A61K 7/00-7/50

Claims (3)

(57) [Claims] 1. A composition for imparting curl retention to hair, wherein at least one film-forming component is applied to the hair, wherein the film-forming component is a pre-hydrous composition having silsesquioxane characteristics. A decomposed organofunctional silane having the formula: ( _ZYXR -SiO3 _{/ 2} ) n, wherein X is amino, ammonium, quaternary amino, carbonyl, sulfonyl and amide Y is an oxygen atom, an alkylene, an arylene, an alkylarylene, an alkyleneoxy, an aryleneoxy, an alkylaryleneoxy, a carbonyl and a group selected from a group consisting of phosphoryl; Z is a hydrogen atom, or an alkyl, alkenyl, aryl,
Amino, amide, ammonium, hydroxy, carboxy, vinyl, vinylbenzene, epoxy, vinylbenzylamino, alkylacrylo, polyalkyleneoxy,
R is a group selected from the group consisting of metal hydroxyl, alkylcarbonyl, arylcarbonyl, morpholino and oxazolino; R is a group selected from the group consisting of alkylene, arylene, alkylarylene and alkenylene, or oxygenated, aminated N, amidated or thiolated thereof; and n is 1-10,
And an organosilicon compound having in its molecule at least one component represented by the formula: 2. The method of claim 1, wherein the organosilicon compound is applied to the hair as a mixture comprising a solvent, and wherein the organosilicon compound is present in an amount ranging from 0.1% to 0.1% based on the weight of the mixture.
The composition of claim 1 which is present in the mixture at a level of 50% by weight. 3. The prehydrolyzed organofunctional silane having silsesquioxane character is represented by the following formula: [NH ₂ —CH ₂ —CH ₂ —NH—CH ₂ —CH ₂ —CH ₂ —CH ₂ —SiO _{3 / 2} ] The composition according to claim 2, which has at least one component represented by n in a molecule.